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Thioperamide

Summary

Thioperamide is a potent HRH4 antagonist and selective HRH3 antagonist capable of crossing the blood–brain barrier.[1] It was used by Jean-Charles Schwartz in his early experiments regarding the H3 receptor.[2] Thioperamide was found to be an antagonist of histamine autoreceptors, which negatively regulate the release of histamine. The drug enhances the activity of histaminergic neurons by blocking autoreceptors, leading to greater release of histamine.

Thioperamide
Clinical data
ATC code
  • none
Identifiers
  • N-Cyclohexyl-4-(1H-imidazol-4-yl)piperidine-1-carbothioamide
CAS Number
  • 106243-16-7 ☒N
PubChem CID
  • 3035905
IUPHAR/BPS
  • 1267
ChemSpider
  • 2300031 checkY
UNII
  • II4319BWUI
ChEMBL
  • ChEMBL260374 checkY
CompTox Dashboard (EPA)
  • DTXSID50147555 Edit this at Wikidata
Chemical and physical data
FormulaC15H24N4S
Molar mass292.45 g·mol−1
3D model (JSmol)
  • Interactive image
  • S=C(NC1CCCCC1)N3CCC(c2cnc[nH]2)CC3
  • InChI=1S/C15H24N4S/c20-15(18-13-4-2-1-3-5-13)19-8-6-12(7-9-19)14-10-16-11-17-14/h10-13H,1-9H2,(H,16,17)(H,18,20) checkY
  • Key:QKDDJDBFONZGBW-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Its action on H3 receptors is thought to promote wakefulness and improve memory consolidation.

See also edit

References edit

  1. ^ "Thioperamide". IUPHAR/BPS Guide to Pharmacology.
  2. ^ Schwartz JC (June 2011). "The histamine H3 receptor: from discovery to clinical trials with pitolisant". British Journal of Pharmacology. 163 (4): 713–21. doi:10.1111/j.1476-5381.2011.01286.x. PMC 3111674. PMID 21615387.